Bear, DE 55+ active adult communities & homes for sale

31 communities near Bear

Sort by:

Relevance

Crossings at Christiana

$200Ks - $300Ks

Crossings at Christiana, Bear, DE

Resale Only | 55+ age-restricted | Built 2003 - 2011 | 140 homes

Village of Red Lion Creek

$300Ks

Village of Red Lion Creek, Bear, DE

Resale Only | 55+ age-restricted | Built 2002 - 2005 | 85 homes

The Ponds at Bayberry

$500Ks - $600Ks

The Ponds at Bayberry, Middletown, DE

New and Resale | 55+ age-restricted | Built 2015 - present | 572 homes

3.7 rating (3 reviews)

Foxfield

$300Ks - $600Ks

Foxfield, Garnet Valley, PA

Resale Only | 55+ age-restricted | Built 2004 - 2013 | 520 homes

5 rating (1 reviews)

Springmill

$300Ks - $400Ks

Springmill, Middletown, DE

Resale Only | 55+ age-restricted | Built 2000 - 2007 | 362 homes

Want to learn more about 55+ communities in Bear? 55places can help!

Questions? Call us: (302) 492-9101

Want to learn more about 55+ rental communities in Bear? 55places can help!

Questions? Call us: (302) 492-9101

Creekside Village

$300Ks - $400Ks

Creekside Village, Boothwyn, PA

Resale Only | 55+ age-restricted | Built 2003 - 2018 | 346 homes

Venue at Winchelsea

$300Ks - $500Ks

Venue at Winchelsea, Middletown, DE

New Construction | 55+ age-restricted | Built 2024 - present | 336 homes

3 rating (2 reviews)

Spring Arbor

$400Ks

Spring Arbor, Middletown, DE

Resale Only | 55+ age-restricted | Built 2007 - 2018 | 317 homes

Four Seasons at Silver Ma...

$500Ks

Four Seasons at Silver Ma..., Middletown, DE

Resale Only | 55+ age-restricted | Built 2011 - 2017 | 299 homes

Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.

Four Seasons at Baymont F...

$500Ks - $600Ks

Four Seasons at Baymont F..., Middletown, DE

New Construction | Age-targeted | Built 2019 - present | 288 homes

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

Traditions at Whitehall

$400Ks - $600Ks

Traditions at Whitehall, Middletown, DE

New Construction | 55+ age-restricted | Built 2019 - present | 250 homes

Parks Edge at Bayberry

$500Ks - $600Ks

Parks Edge at Bayberry, Middletown, DE

New Construction | 55+ age-restricted | Built 2022 - present | 210 homes

Legacy at The Preserve at...

$500Ks - $600Ks

Legacy at The Preserve at..., Middletown, DE

New and Resale | 55+ age-restricted | Built 2016 - present | 205 homes

Want to learn more about 55+ communities in Bear? 55places can help!

Questions? Call us: (302) 492-9101

Riverbend

$400Ks - $500Ks

Riverbend, New Castle, DE

New Construction | 55+ age-restricted | Built 2021 - present | 200 homes

2.4 rating (5 reviews)

Legacy at The Village of ...

$400Ks

Legacy at The Village of ..., Newark, DE

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 194 homes

Want to learn more about 55+ rental communities in Bear? 55places can help!

Questions? Call us: (302) 492-9101

The Village of Hershey Ru...

$200Ks - $300Ks

The Village of Hershey Ru..., Wilmington, DE

Resale Only | 55+ age-restricted | Built 1990 - 1998 | 192 homes

Villages at Penn Ridge

$200Ks - $400Ks

Villages at Penn Ridge, West Grove, PA

Resale Only | 55+ age-restricted | Built 1999 - 2004 | 184 homes

Whispering Woods

$400Ks

Whispering Woods, Middletown, DE

New and Resale | 55+ age-restricted | Built 2017 - present | 178 homes

Traditions at Inniscrone

$500Ks

Traditions at Inniscrone, Avondale, PA

Resale Only | 55+ age-restricted | Built 2000 - 2013 | 167 homes

The Villas at The Preserv...

$400Ks - $500Ks

The Villas at The Preserv..., Townsend, DE

New Construction | 55+ age-restricted | Built 2017 - present | 144 homes

1 rating (1 reviews)

Brittany Hills

$400Ks - $500Ks

Brittany Hills, Avondale, PA

Resale Only | 55+ age-restricted | Built 2002 - 2007 | 126 homes

Want to learn more about 55+ communities in Bear? 55places can help!

Questions? Call us: (302) 492-9101

Harrogate

$400Ks

Harrogate, Landenberg, PA

Resale Only | 55+ age-restricted | Built 2005 - 2010 | 124 homes

4 rating (1 reviews)

Village of Fountainview

$100Ks - $200Ks

Village of Fountainview, Newark, DE

Resale Only | 55+ age-restricted | Built 2007 - 2019 | 124 homes

Milltown Village

$600Ks - $700Ks

Milltown Village, Wilmington, DE

Resale Only | 55+ age-restricted | Built 2008 - 2017 | 115 homes

The Cascades

$400Ks - $500Ks

The Cascades, Newark, DE

New Construction | 55+ age-restricted | Built 2021 - present | 113 homes

Want to learn more about 55+ rental communities in Bear? 55places can help!

Questions? Call us: (302) 492-9101

Little Falls Village

$400Ks

Little Falls Village, Wilmington, DE

Resale Only | 55+ age-restricted | Built 2001 - 2004 | 107 homes

Village of Long Creek

$400Ks

Village of Long Creek, Newark, DE

Resale Only | 55+ age-restricted | Built 2007 - 2016 | 100 homes

The Village of Rocky Run

$500Ks

The Village of Rocky Run, Wilmington, DE

Resale Only | 55+ age-restricted | Built 1999 - 2004 | 96 homes

Columbia Place

$900Ks - $1Ms

Columbia Place, Wilmington, DE

New Construction | 55+ age-restricted | Built 2019 - present | 61 homes

Harlow Pointe

$300Ks - $400Ks

Harlow Pointe, Landenberg, PA

Resale Only | 55+ age-restricted | Built 2015 - 2020 | 42 homes

Want to learn more about 55+ communities in Bear? 55places can help!

Questions? Call us: (302) 492-9101

The Parke at Foulkstone

$400Ks

The Parke at Foulkstone, Wilmington, DE

New Construction | 55+ age-restricted | Built 2024 - present | 31 homes

Foxfield

4209 POPLAR ST, GARNET VALLEY, PA, 19060, Garnet Valley, PA 19060

$390,000

2 beds

2 baths

1,373 sq ft

Condo

4209 POPLAR ST, GARNET VALLEY, PA, 19060

Community: Foxfield

Creekside Village

4000 VILLAGE WAY APT 202, BOOTHWYN, PA, ..., Boothwyn, PA 19061

$305,000

2 beds

2 baths

1,250 sq ft

Condo

4000 VILLAGE WAY APT 202, BOOTHWYN, PA, ...

Community: Creekside Village

Brittany Hills

14 S HENLEY DR, AVONDALE, PA, 19311, Avondale, PA 19311

$540,000

3 beds

2 baths

2,140 sq ft

14 S HENLEY DR, AVONDALE, PA, 19311

Community: Brittany Hills

Villages at Penn Ridge

403 E GLENVIEW DR, WEST GROVE, PA, 19390, West Grove, PA 19390

$399,900

2 beds

2 baths

1,580 sq ft

403 E GLENVIEW DR, WEST GROVE, PA, 19390

Community: Villages at Penn Ridge

New Venue at Winchelsea

3027 IVYHOUSE LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$559,495

2 beds

2 baths

2,356 sq ft

3027 IVYHOUSE LN, MIDDLETOWN, DE, 19709

Community: Venue at Winchelsea

Want to learn more about 55+ communities in Bear? 55places can help!

Questions? Call us: (302) 492-9101

Want to learn more about 55+ rental communities in Bear? 55places can help!

Questions? Call us: (302) 492-9101

Venue at Winchelsea

3029 IVYHOUSE LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$538,793

2 beds

2 baths

2,065 sq ft

3029 IVYHOUSE LN, MIDDLETOWN, DE, 19709

Community: Venue at Winchelsea

Venue at Winchelsea

3134 PETT LEVEL DR, MIDDLETOWN, DE, 1970..., Middletown, DE 19709

$364,800

5 beds

2 baths

2,669 sq ft

3134 PETT LEVEL DR, MIDDLETOWN, DE, 1970...

Community: Venue at Winchelsea

The Cascades

679 MAYFIELD FALLS DR, NEWARK, DE, 19702, Newark, DE 19702

$539,900

3 beds

3 baths

2,554 sq ft

679 MAYFIELD FALLS DR, NEWARK, DE, 19702

Community: The Cascades

Riverbend

216 HERON CIR, NEW CASTLE, DE, 19720, New Castle, DE 19720

$514,888

2,390 sq ft

216 HERON CIR, NEW CASTLE, DE, 19720

Community: Riverbend

New The Village of Hershey Run

43 STANDIFORD CT # 155, WILMINGTON, DE, ..., Wilmington, DE 19804

$330,000

2 beds

2 baths

43 STANDIFORD CT # 155, WILMINGTON, DE, ...

Community: The Village of Hershey Run

New The Village of Rocky Run

123 LYNTHWAITE FARM LN # 35, WILMINGTON,..., Wilmington, DE 19803

$555,000

2 beds

3 baths

2,525 sq ft

Condo

123 LYNTHWAITE FARM LN # 35, WILMINGTON,...

Community: The Village of Rocky Run

Springmill

561 WHISPERING TRL, MIDDLETOWN, DE, 1970..., Middletown, DE 19709

$378,900

2 beds

2 baths

1,650 sq ft

561 WHISPERING TRL, MIDDLETOWN, DE, 1970...

Community: Springmill

Legacy at The Village of Fox Meadow

325 PIERCE RUN, NEWARK, DE, 19702, Newark, DE 19702

$400,000

4 beds

3 baths

2,200 sq ft

325 PIERCE RUN, NEWARK, DE, 19702

Community: Legacy at The Village of Fox Meadow

Want to learn more about 55+ communities in Bear? 55places can help!

Questions? Call us: (302) 492-9101

Columbia Place

1115 INVERMERE RD, WILMINGTON, DE, 19803, Wilmington, DE 19803

$1,083,131

3 beds

4 baths

2,800 sq ft

Condo

1115 INVERMERE RD, WILMINGTON, DE, 19803

Community: Columbia Place

Four Seasons at Baymont Farms

505 CHERRY BARK RD, MIDDLETOWN, DE, 1970..., Middletown, DE 19709

$565,000

3 beds

3 baths

2,650 sq ft

505 CHERRY BARK RD, MIDDLETOWN, DE, 1970...

Community: Four Seasons at Baymont Farms

Want to learn more about 55+ rental communities in Bear? 55places can help!

Questions? Call us: (302) 492-9101

Four Seasons at Baymont Farms

798 HONEY LOCUST RD, MIDDLETOWN, DE, 197..., Middletown, DE 19709

$610,000

3 beds

3 baths

1,875 sq ft

798 HONEY LOCUST RD, MIDDLETOWN, DE, 197...

Community: Four Seasons at Baymont Farms

The Cascades

663 MAYFIELD FALLS DR, NEWARK, DE, 19702, Newark, DE 19702

$499,000

2 beds

2 baths

1,875 sq ft

663 MAYFIELD FALLS DR, NEWARK, DE, 19702

Community: The Cascades

Village of Long Creek

121 DEVALINDER DR, NEWARK, DE, 19702, Newark, DE 19702

$569,000

3 beds

3 baths

3,050 sq ft

121 DEVALINDER DR, NEWARK, DE, 19702

Community: Village of Long Creek

Springmill

$467,000

2 beds

2 baths

2,100 sq ft

102 SPRINGMILL DR, MIDDLETOWN, DE, 19709

Community: Springmill

The Village of Rocky Run

133 LYNTHWAITE FARM LN, WILMINGTON, DE, ..., Wilmington, DE 19803

$519,900

2 beds

3 baths

3,250 sq ft

Condo

133 LYNTHWAITE FARM LN, WILMINGTON, DE, ...

Community: The Village of Rocky Run

Springmill

304 DAYLILLY WAY, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$420,000

2 beds

2 baths

1,500 sq ft

304 DAYLILLY WAY, MIDDLETOWN, DE, 19709

Community: Springmill

Want to learn more about 55+ communities in Bear? 55places can help!

Questions? Call us: (302) 492-9101

Village of Fountainview

1000 FOUNTAINVIEW CIR 311, NEWARK, DE, 1..., Newark, DE 19713

$190,000

2 beds

2 baths

820 sq ft

Condo

1000 FOUNTAINVIEW CIR 311, NEWARK, DE, 1...

Community: Village of Fountainview

The Villas at The Preserve at Robinson Farms

1143 KAYLA LN, TOWNSEND, DE, 19734, Townsend, DE 19734

$479,900

3 beds

2 baths

1,850 sq ft

1143 KAYLA LN, TOWNSEND, DE, 19734

Community: The Villas at The Preserve at Robinson Farms

Legacy at The Village of Fox Meadow

433 PIERCE RUN, NEWARK, DE, 19702, Newark, DE 19702

$429,000

3 beds

4 baths

2,625 sq ft

433 PIERCE RUN, NEWARK, DE, 19702

Community: Legacy at The Village of Fox Meadow

Spring Arbor

149 GAZEBO LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$410,000

2 beds

2 baths

1,825 sq ft

149 GAZEBO LN, MIDDLETOWN, DE, 19709

Community: Spring Arbor

Want to learn more about 55+ rental communities in Bear? 55places can help!

Questions? Call us: (302) 492-9101

Legacy at The Village of Fox Meadow

361 PIERCE RUN, NEWARK, DE, 19702, Newark, DE 19702

$450,000

3 beds

3 baths

2,200 sq ft

361 PIERCE RUN, NEWARK, DE, 19702

Community: Legacy at The Village of Fox Meadow

Traditions at Whitehall

204 BALDY LN ALRICH, MIDDLETOWN, DE, 197..., Middletown, DE 19709

$425,000

2 beds

3 baths

1,794 sq ft

204 BALDY LN ALRICH, MIDDLETOWN, DE, 197...

Community: Traditions at Whitehall

Traditions at Whitehall

314 CHAROLAIS ST ASHTON, MIDDLETOWN, DE,..., Middletown, DE 19709

$456,000

2 beds

3 baths

1,794 sq ft

314 CHAROLAIS ST ASHTON, MIDDLETOWN, DE,...

Community: Traditions at Whitehall

Traditions at Whitehall

204 BALDY LN ANNANDALE, MIDDLETOWN, DE, ..., Middletown, DE 19709

$425,000

2 beds

3 baths

1,794 sq ft

204 BALDY LN ANNANDALE, MIDDLETOWN, DE, ...

Community: Traditions at Whitehall

Columbia Place

1108 INVERMERE RD, WILMINGTON, DE, 19803, Wilmington, DE 19803

$939,800

3 beds

4 baths

2,600 sq ft

Condo

1108 INVERMERE RD, WILMINGTON, DE, 19803

Community: Columbia Place

Want to learn more about 55+ communities in Bear? 55places can help!

Questions? Call us: (302) 492-9101

Columbia Place

1106 INVERMERE RD, WILMINGTON, DE, 19803, Wilmington, DE 19803

$1,039,975

3 beds

4 baths

2,600 sq ft

Condo

1106 INVERMERE RD, WILMINGTON, DE, 19803

Community: Columbia Place

Columbia Place

1105 INVERMERE RD, WILMINGTON, DE, 19803, Wilmington, DE 19803

$1,084,862

3 beds

4 baths

2,800 sq ft

Condo

1105 INVERMERE RD, WILMINGTON, DE, 19803

Community: Columbia Place

Parks Edge at Bayberry

3032 BARBER LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$699,000

3 beds

2 baths

3032 BARBER LN, MIDDLETOWN, DE, 19709

Community: Parks Edge at Bayberry

The Ponds at Bayberry

624 VIVALDI DR, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$609,999

3 beds

2 baths

2,050 sq ft

624 VIVALDI DR, MIDDLETOWN, DE, 19709

Community: The Ponds at Bayberry

Parks Edge at Bayberry

3037 BARBER LN, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$539,000

2 beds

2 baths

1,800 sq ft

3037 BARBER LN, MIDDLETOWN, DE, 19709

Community: Parks Edge at Bayberry

Want to learn more about 55+ rental communities in Bear? 55places can help!

Questions? Call us: (302) 492-9101

Crossings at Christiana

221 GLADSTONE WAY, BEAR, DE, 19701, Bear, DE 19701

$320,000

2 beds

2 baths

1,425 sq ft

221 GLADSTONE WAY, BEAR, DE, 19701

Community: Crossings at Christiana

The Villas at The Preserve at Robinson Farms

1027 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734

$499,017

2 beds

2 baths

1,637 sq ft

1027 ROBINSON RD, TOWNSEND, DE, 19734

Community: The Villas at The Preserve at Robinson Farms

The Villas at The Preserve at Robinson Farms

1019 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734

$449,900

3 beds

2 baths

1,637 sq ft

1019 ROBINSON RD, TOWNSEND, DE, 19734

Community: The Villas at The Preserve at Robinson Farms

Want to learn more about 55+ communities in Bear? 55places can help!

Questions? Call us: (302) 492-9101

The Villas at The Preserve at Robinson Farms

1020 ROBINSON RD, TOWNSEND, DE, 19734, Townsend, DE 19734

$514,900

3 beds

2 baths

1020 ROBINSON RD, TOWNSEND, DE, 19734

Community: The Villas at The Preserve at Robinson Farms

Traditions at Whitehall

1102 HIGHLAND ST, MIDDLETOWN, DE, 19709, Middletown, DE 19709

$504,900

2 beds

3 baths

1,794 sq ft

1102 HIGHLAND ST, MIDDLETOWN, DE, 19709

Community: Traditions at Whitehall

Frequently Asked Questions

What size 55+ communities are there in Bear?

In Bear, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Bear?

The smallest 55+ communities in Bear has 85 homes, the largest has 140 homes, and the average communities consists of 112 homes.

Are there gated 55+ communities in Bear?

No, there are no gated 55+ communities in Bear.

How long do listings in 55+ communities in Bear typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ communities in Bear stay on the market for around 470 days. The average price of homes for sale in these communities is approximately $345,000, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Village of Red Lion Creek average around $370,000, while homes in Crossings at Christiana average around $320,000.

Want more information about active adult communities around Bear?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Bear?

Call us: (302) 492-9101

31 communities

Remove Boundaries ×

Map Satellite

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Jan 27, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

Bear, DE 55+ active adult communities & homes for sale

31 communities near Bear

56 homes near Bear

2 beds

2 baths

1,373 sq ft

Condo

2 beds

2 baths

1,250 sq ft

Condo

3 beds

2 baths

2,140 sq ft

2 beds

2 baths

1,580 sq ft

2 beds

2 baths

2,356 sq ft

2 beds

2 baths

2,065 sq ft

5 beds

2 baths

2,669 sq ft

3 beds

3 baths

2,554 sq ft

2,390 sq ft

2 beds

2 baths

2 beds

3 baths

2,525 sq ft

Condo

2 beds

2 baths

1,650 sq ft

4 beds

3 baths

2,200 sq ft

3 beds

4 baths

2,800 sq ft

Condo

3 beds

3 baths

2,650 sq ft

3 beds

3 baths

1,875 sq ft

2 beds

2 baths

1,875 sq ft

3 beds

3 baths

3,050 sq ft

2 beds

2 baths

2,100 sq ft

2 beds

3 baths

3,250 sq ft

Condo

2 beds

2 baths

1,500 sq ft

2 beds

2 baths

820 sq ft

Condo

3 beds

2 baths

1,850 sq ft

3 beds

4 baths

2,625 sq ft

2 beds

2 baths